Hydrochloric Acid → HCID 13750023, compound

Participants

Reaction Conditions

Reaction Steps

11.0 grams of N,N-dicyclohexylbodiimide was added to a solution of 12.45 grams of benzyloxycarbonyl proline and alanine methyl ester released from 7.0 grams of the corresponding hydrochloride using 7 ml of N-ethyl piperidine in 40 ml of methylene chloride cooled to -5 degrees C. The resultant reaction suspension was stirred for 1 hour at 0 degree C. N,N-dicyclohexylurea separated from the suspension and was filtered off after it was allowed to stand for 12 hours at 3 degrees C. Then, the filtrate was successively washed with 1M hydrochloric acid, water, 5% sodium hydrogen carbonate, with water, dried with anhydrous sodium sulfate and evaporated. A solid evaporation residue was crystallized from 100 ml of ethyl acetate and 500 ml of petroleum ether. 12.2 g of a product having a melting point of 45 to 49 degrees C. was obtained.

Provenance & Evidence